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Compound Detail

CHEMBL289233

IODOMELATONIN
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COc1ccc2[nH]c(I)c(CCNC(C)=O)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL289233
Name IODOMELATONIN
Phase Preclinical
Structure Type MOL
InChI Key FJDDSMSDZHURBJ-UHFFFAOYSA-N
6
Targets
14
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

358.2
MW (Da)
2.46
ALogP
2
HBA
2
HBD
54.1
PSA (Ų)
0.83
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C13H15IN2O2
MW 358.18
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -0.52

Activity Summary

Ki 11 meas. best 10.89
IC50 3 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melatonin receptor type 1A
CHEMBL1945
 Ki 10.89 10.3867 0.0 3
Melatonin receptor
CHEMBL2094268
 Ki 10.68 10.68 0.0 1
Unchecked
CHEMBL612545
 Ki 10.6 10.6 0.0 1
Melatonin receptor
CHEMBL2095154
 Ki 10.49 10.19 0.0 2
Melatonin receptor type 1B
CHEMBL1946
 Ki 9.82 9.76 0.1 3
Melatonin receptor type 1A
CHEMBL1945
 IC50 9.0 9.0 1.0 1
Ribosyldihydronicotinamide dehydrogenase [quinone]
CHEMBL3959
 Ki 8.19 8.19 6.5 1
Ribosyldihydronicotinamide dehydrogenase [quinone]
CHEMBL3959
 IC50 5.96 5.96 1100.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 4.6 - Coturnix

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melatonin receptor type 1A Ki = 0.013 nM 10.89 Inhibition of 2-[125I]iodomelatonin binding to human Melatonin receptor type 1A ... 11960497
Melatonin receptor Ki = 0.021 nM 10.68 Inhibition of 2-[125I]iodomelatonin binding to melatonin receptor in quail brain... 8258829
Unchecked Ki = 0.025 nM 10.6 Displacement of 2-[1251]-iodomelatonin from rabbit parietal cortex melatonin rec... 31727472
Melatonin receptor Ki = 0.03236 nM 10.49 Binding affinity against chicken brain melatonin receptors using 2-[125I]iodomel... 9057860
Melatonin receptor type 1A Ki = 0.068 nM 10.17 Displacement of [125I]2-iodomelatonin from human recombinant MT1 receptor expres... 24228714
Melatonin receptor type 1A Ki = 0.08 nM 10.1 Displacement of 2-[125I]iodomelatonin from human Melatonin receptor type 1A expr... -
Melatonin receptor Ki = 0.13 nM 9.89 Binding affinity to compete for 2-[125I]iodomelatonin binding to chicken retinal... 8411005
Melatonin receptor type 1B Ki = 0.15 nM 9.82 Compound was tested for binding affinity against human Melatonin receptor type 1... -
Melatonin receptor type 1B Ki = 0.16 nM 9.8 Inhibition of 2-[125I]iodomelatonin binding to human Melatonin receptor type 1B ... 11960497
Melatonin receptor type 1B Ki = 0.22 nM 9.66 Displacement of [125I]2-iodomelatonin from human recombinant MT2 receptor expres... 24228714
Melatonin receptor type 1A IC50 = 1.0 nM 9.0 Melatonin receptor type 1A binding affinity measured using 2-[125I]iodomelatonin... 9804685
Ribosyldihydronicotinamide dehydrogenase [quinone] Ki = 6.5 nM 8.19 Inhibition of 2-[125I]iodomelatonin binding to Melatonin receptor 3 (MT3) of Syr... 11960497
Ribosyldihydronicotinamide dehydrogenase [quinone] IC50 = 1100.0 nM 5.96 Inhibition of human quinone reductase 2 expressed in Escherichia coli BL21(DE3) ... 19265439

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5058564 U2OS 6
8258829 10.1021/jm00077a010 Melatonin receptor 4
8411005 10.1021/jm00072a008 Melatonin receptor 4
- 10.6019/CHEMBL5058564 Fibroblast 4
- 10.6019/CHEMBL5058564 HEK-293T 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
11960497 10.1021/jm011053+ Unchecked 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
12672242 10.1021/jm020982d Melatonin receptor type 1B 2
12672242 10.1021/jm020982d Melatonin receptor type 1A 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2

Data from ChEMBL 36 via Core Engine